555580

Ribavirin

A non-interferon-inducing, broad spectrum antiviral nucleoside. Reported to be active against RSV, HIV, HCV, and other infectious agents. Its metabolite, ribavirin-5′-phosphate, inhibits inosine monophosphate (IMP) dehydrogenase.

• Synonym(s): Ribavirin, 1-β-D-Ribofuranosyl-1,2,4-triazole-3-carboxamide, Virazole
• Empirical Formula (Hill Notation): C₈H₁₂N₄O₅
• CAS Number: 36791-04-5
• Molecular Weight: 244.20
• UNSPSC Code: 41116107
• MDL number: MFCD00058564

Properties

• Product Name: Ribavirin, A non-interferon-inducing, broad spectrum antiviral nucleoside. Reported to be active against RSV, HIV, HCV, and other infectious agents. Its metabolite, ribavirin-5′-phosphate, inhibits inosine monophosphate (IMP) dehydrogenase.
• SMILES string: [n]2(nc(nc2)C(=O)N)[C@@H]1O[C@@H]([C@H]([C@H]1O)O)CO
• InChI: 1S/C8H12N4O5/c9-6(16)7-10-2-12(11-7)8-5(15)4(14)3(1-13)17-8/h2-5,8,13-15H,1H2,(H2,9,16)/t3-,4-,5-,8-/m1/s1
• InChI key: IWUCXVSUMQZMFG-AFCXAGJDSA-N
• assay: ≥99% (HPLC); ≥99% (TLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; desiccated (hygroscopic)
• color: white
• solubility: water: 20 mg/mL; DMSO: soluble
• shipped in: ambient
• storage temp.: 15-25°C
• Quality Level: 100

Description

Disclaimer

Toxicity: Carcinogenic / Teratogenic (D)

General description

A non-interferon-inducing, broad spectrum antiviral nucleoside that is active against RSV, HIV, HCV and other infectious agents. Inhibits the growth of human myeloma 8226 cells (IC₅₀ = 40 µM) and ovarian carcinoma OVCAR-5 cells (IC₅₀ = 35 µM). Its metabolite, ribavirin-5′-phosphate, inhibits inosine monophosphate (IMP) dehydrogenase. Antiviral effects of Ribavirin can be reversed by depriving infected cells of methionine or isoleucine.

Other Notes

Li, W., et al. 1999. Oncol. Res.11, 243.
Honda, Y., et al. 1994. Antimicrob. Agents Chemother.38, 653.
Liao, H.J. and Stollar, V. 1993. Antiviral Res. 22, 285.
Kakumu, S., et al. 1993. Gastroenterology105, 507.
Sidwell, R.W., et al. 1979. Pharmacol. Ther.6, 123.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• pictograms: GHS08
• signalword: Danger
• hcodes: H341,H360FD
• pcodes: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Muta. 2 - Repr. 1B
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable